Tetrahydrofuran → Methyl 2-[2-benzylidenehydrazino]benzoate

HRID 552092

반응식

HRID 552092 반응식
[CH:1](=[N:8][NH:9][C:10]1[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=1[C:12]([OH:14])=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O1CCC[CH2:20]1.C[Si](C=[N+]=[N-])(C)C>CO>[CH:1](=[N:8][NH:9][C:10]1[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=1[C:12]([O:14][CH3:20])=[O:13])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 167693TrimethylsilyldiazomethaneHCID 2226872-(2-Benzylidenehydrazino)benzoic acid

생성물 1

HCID 67063589Methyl 2-[2-benzylidenehydrazino]benzoate수율 100%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
25 °C

실험 절차

2-(N′-Benzylidene-hydrazino)-benzoic acid (5.0 g, 20.81 mmol) in 1:1 tetrahydrofuran and methanol (50 mL) was reacted with a solution of trimethylsilyl diazomethane in hexanes (2.0M, 12 mL, 25.0 mmol) at 0° C. for 1 hour then stirred at 25° C. for 48 hours. The solvent was removed under vacuum to give methyl 2-[2-benzylidenehydrazino]benzoate as a solid (6.00 g, 100%). 1H NMR (300 MHz, DMSO-d6) ppm 3.87 (s, 3 H) 6.84 (td, J=7.54, 1.10 Hz, 1 H) 7.41 (m, 3 H) 7.54 (m, 1 H) 7.74 (m, 3 H) 7.86 (dd, J=8.09, 1.47 Hz, 1 H) 8.21 (s, 1 H) 11.02 (s, 1 H).

후처리

  1. customThe solvent was removed under vacuum

출처 및 근거

ORD 기록
ord-e40293357af24edda05082d0c53bd382
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07951800B2

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